Above $1 Million Holliston MA Real Estate, Homes, Condos for Sale

Wow! Spectacular sweeping East-facing views and exceptional craftsmanship define this one-of-a-kind custom home in the coveted Highlands at Holliston. Beautifully sited on over an acre above Old Cart Path, this stunning residence offers three levels of luxurious living and extraordinary spaces for both everyday living and entertaining. A welcoming farmer’s porch opens to a grand two-story foyer with brilliant hardwood floors and custom millwork. The expansive main level features a dramatic two-story family room with coffered ceiling, an enormous gourmet kitchen with custom cabinetry, center island and walk-in pantry, plus an exceptional media room with movie screen and projector. A gracious living room, formal dining room, oversized home office, and full bath complete the level. Upstairs, you'll find an expanded balcony, luxurious primary suite with grand bath, two walk-in closets, and sitting area, complemented by a princess suite, two additional bedrooms, full bath, and laundry. The finished lower level is an entertainer’s dream with full bar, game and bonus rooms, and full bath. Outside, enjoy manicured grounds, an expansive composite deck and oversized patio while taking in the amazing views. Ideally located in one of Holliston’s most desirable neighborhoods with access to the Charles River Rail Trail. A truly extraordinary offering where breathtaking views, exceptional finishes, remarkable scale, and sophisticated amenities create an exceptional luxury lifestyle.

97 Old Cart Path, Holliston

$2,300,000

5 Beds ⋅ 5 Baths ⋅ 73570164 MLS

Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern families, multi-generational families, down sizers, & empty-nesters w/1st & 2nd floor primary options. The 1st floor open concept is the heart of the home w/soaring ceilings & natural light pouring in.The kitchen has SS high end appliances, walk-in custom pantry, 92 bottle wine chiller, 6 burner range, wall oven, center island & leads to LR w/gas FP, and DR. The primary BR is its own oasis w/luxurious spa BA & custom walk-in closet. 2nd BR/office & full BA also on 1st .The mudroom & laundry are have radiant floors & lead to 3 car garage. The 2nd floor is a surprise! 3 BR's (two ensuite), a 2nd FR w/gas FP, wet bar & vaulted ceilings + generous bonus room. 9ft ceilings. All BA's have radiant heat, speakers in most of house, fire pit. Conveniently located <10 miles many town centers: Sherborn, Dover, Natick, Wellesley.

14 Fiske Pond Road, Holliston

$1,475,000

12 Beds ⋅ 6 Baths ⋅ 73568963 MLS

263 South St contains five townhouse units, comprised of one (1) 3-Bedroom/2-Bathroom unit, one (1) 3-Bedroom/1-Bathroom unit, and three (3) 2-Bedroom/1-Bathroom units with 6,582 square feet of gross living area in 9,615 square feet of gross area. The Property is currently situated on 4.07 acres. Parking is readily available with nine (9) garage spaces, as well as ample surface parking spaces. With its bucolic nature surrounded by 25 acres of Conservation land and excellent tenant history, 263 South Street is truly a unique, one-of-a-kind investment property. 263 South Street features an attractive mix of spacious townhouse-style residences designed to appeal to today's renters. Units 1–4 offer desirable three-level layouts consisting of a full basement, main living level, and second floor, with sliding door access to a large, shared backyard with lush grounds. Unit 5 is a well-appointed single-level apartment situated above the Property's garage bays. Each residence is equipped with in-unit laundry, providing added convenience for tenants. Interior finishes include Formica countertops in Units 1, 2, 3, and 5, while Unit 4 features granite countertops. All apartments are separately metered, with tenants responsible for heat, hot water, central air conditioning, and electric service. 263 South Street presents the incoming investor ample opportunity toincrease the rental rates by programmatically renovating the remaining four units. In addition, the property is improved by a detached, two-story structure which features a Six-car garage parking as well as finished space above the garage. The potential exists to create an additional apartment at the site. Units 3 & 5 have received new heat pump systems over the last 2 years while all units have received new A/C systems over the last 10 years. Numerous appliances and water heaters have been replaced since current ownership took over, as well as an upgraded leeching field over the last 2 years. The opportunity exists for new ownership to separate out water utilities and put this onto tenants, as there are currently 5 water meters.

263 South St, Holliston

$1,350,000

4 Beds ⋅ 5 Baths ⋅ 73563504 MLS

Grand, elegant, and exceptionally well-sited at the end of a quiet cul-de-sac in one of Holliston’s most coveted neighborhoods, this beautifully appointed home offers a brilliant blend of luxury, space, privacy, and New England charm with over $170,000 in upgrades since 2023. A gracious two-story foyer welcomes you with a dramatic double bridal staircase with wrought-iron railings, upgraded hardwood floors, custom columns, millwork, and an elegant stone façade. The impressive gourmet kitchen features custom cherry cabinetry, NEW stainless steel appliances, a generous granite island and dining area, with French doors opening to a private deck overlooking the wooded backyard. A spacious mudroom off the three-car garage is perfectly suited for New England living. The first floor offers a formal dining room, living room, family room, private office, and powder room. Upstairs, four spacious bedrooms each feature their own en-suite full bathroom and walk-in closets, complemented by an oversized laundry room. Set on a private lot, the home also offers a private path to the popular Holliston Rail Trail for walking, running, and biking. A rare opportunity to own a substantial, beautifully upgraded home in one of Holliston’s most desirable neighborhoods—offering the space, finishes, privacy, and lifestyle of a luxury property at an exceptional value.

208 Mohawk Path, Holliston

$1,174,900

4 Beds ⋅ 4 Baths ⋅ 73559699 MLS

Open House: Saturday & Sunday from 11 to 12:30 - Tucked at the end of a peaceful cul-de-sac on nearly an acre of beautifully wooded, professionally landscaped grounds, this immaculate Colonial Garrison is the definition of move-in-ready perfection. From the moment you arrive via the paver lined driveway, it's clear this home has been meticulously maintained and thoughtfully updated with a high level of quality craftsmanship throughout. Step inside to find gleaming hardwood floors flowing seamlessly across nearly every room. The heart of the house is a chef's dream kitchen, featuring custom in-lay cabinetry, a large center island with honed marble counters, and a suite of high-end appliances including a Sub-Zero refrigerator, Viking gas cooktop, and Wolf double ovens. Also found in this expansive Kitchen is a wet bar, beadboard and a wine rack. A built-in wet bar makes entertaining effortless, and the open flow into the sun-drenched, cathedral-ceilinged family room — complete with fireplace and skylights — creates the perfect gathering space for family and friends. Also downstairs you will find a large Dining Room and a Study with built ins that are perfect for an upscale home office. Upstairs, the primary suite is a private retreat with a walk-in closet and a spa-worthy en-suite bath boasting a freestanding soaking tub, glass-enclosed tile shower, and double vanity. Three additional bedrooms and another stunningly renovated full bath complete the second floor. The finished lower level adds even more living space with a wine cellar, home gym, versatile bonus room and full bath. The options are endless with this expansive space. A perfect space for a home office, media room, additional bedroom and/or a home gym. Outside, the show-stopping deck overlooks a private, park-like backyard — the perfect setting for morning coffee, weekend barbecues, or simply soaking in the serenity of your professionally landscaped surroundings. A two-car garage, mudroom with custom built-ins, arched doorways, a custom wood finish package that includes wainscoating, shiplap, crown moldings make this is a rare opportunity to own a truly turnkey home in one of Holliston's most desirable neighborhoods.

21 Foxwood Cove, Holliston

$1,899,000

4 Beds ⋅ 5 Baths ⋅ 73557149 MLS

NEW CONSTRUCTION. Comfortable sophistication best describes this newly constructed home, located on a country road and situated on almost an acre of land. The open-concept first floor is ideal for family gatherings and entertaining, featuring an impressive kitchen with a large center island, with a quartz waterfall countertop, a wine cooler, and stainless steel appliances. The kitchen and dining area flow seamlessly into the living room, which is accented by a gas fireplace. Additionally, a dedicated library/office provides a wonderful space for working from home or quiet reading. Upstairs, a central sitting area with a second fireplace connects four bedrooms, each featuring hardwood floors, ribbon lighting, and its own private bath. The primary suite is a retreat in its self, offering a third fireplace that provides the sleeping area with a warm glow. The primary bath includes a soaking tub, an oversize tile shower, and a double vanity, while the dressing room provides ample space for clothing and accessories; it's nothing less than a dream. A convenient second-floor laundry room is also located just off the sitting area. If the above-ground living space is not enough, the full, finished basement is the perfect spot for play or hosting a game-viewing party. The living space continues outside to a stone patio complete with an outdoor kitchen. Three car garage with high ceilings provides space for larger vehicles or multilevel storage . Plus, the property is close enough to the golf course that you can drive your cart home to drop off your clubs. Don't miss the opportunity to see this stunning home. ANY OFFERS PRESENTED BETWEEN 8/28-9/5 - PLEASE ALLOW 48 HOUR RESPONSE TIME

30 Mill St, Holliston

$1,249,000

5 Beds ⋅ 4 Baths ⋅ 73554074 MLS

Grand and glorious, this stately home is located in a double cul-de-sac neighborhood of refined homes, in a prime location on the Hopkinton line, close to Pinecrest golf course, Holliston High School, the Waseeka Wildlife Sanctuary (Audubon) and the commuter rail. Beautiful private setting abuts protected open space, with a gorgeous heated inground saltwater pool, cabana, large composite deck and spacious, flat backyard lawn area. Wonderful interior floor plan with front and back staircases is ideal for multi-generational living - finished 3rd floor with living area, bedroom and full bath. Main level features a large home office w/French doors and built-ins; sunny kitchen with white cabinetry and brand new stainless appliances; dramatic vaulted ceiling family room with floor-to-ceiling gas stone fireplace; fireplaced game/living room with custom molding and access to dreamy screened porch; dining room with crown molding; powder room with laundry and large mudroom. Second level features four bedrooms, showcased by the lovely, fireplaced primary with its spa bathroom and walk-in closet; oversized bedrooms offer lots of closet space. The walkup third level provides a multitude of possibilities for in-law living, work from home or teen hangout space; walkout lower level with home gym/exercise room. This home has plenty of room for all, while offering warm, cozy and inviting spaces, both inside and out. Be part of the lovely community of Holliston, which offers both Montessori and French Immersion programs as part of their exceptional school system.

25 Erin Way, Holliston

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 73552868 MLS

Where timeless country living meets endless possibility- Once known as Kampersal Dairy Farm, this exceptional farm and home offer the space, charm and freedom you've been waiting for! The main house recently underwent a 1,000+ sq. ft. addition featuring an oversized 2 car garage w/ hydraulic lift. Kitchen, Bathrooms, Main Floor Primary Bedroom, Office, and Breezeways are all new. Renovations also include a full-length rear deck with sliders off the Kitchen and Primary BR. The wood stove efficiently heats the entire home, while portions of the original house have been preserved.Oversized three-story Barn recently received a board-and-batten facelift and offers abundant storage below. Set on just under 5 acres, Continue operating as a farm, Raise or board horses, Explore subdivision potential, or enjoy Country Living. Conveniently located near the Upper Charles Rail Trail, perfect for horse back riding and most outdoor activity, with easy access to Rts. 495, 109 &16

85 Fisher Street, Holliston

$1,795,000

5 Beds ⋅ 6 Baths ⋅ 73538100 MLS

Nestled in sought-after Cedarbrook, this exceptional 5-bed Colonial offers many updates including exterior painting, composite deck, new carpeting on upper and lower levels, and five new A/C condensers, offering exceptional living indoors and out. A two-story foyer with mahogany inlaid flooring sets the tone as you enter. Main level features elegant living and dining rooms, a great room with stone fireplace and custom built-ins, plus private home office with gas fireplace. Chef’s kitchen features Wolf gas range, double ovens, warming drawer, beverage fridge and butler’s pantry with sink and second dishwasher. Second floor offers five bedrooms including primary suite w/ a sitting room, three full baths, and convenient second-floor laundry. The finished walkout lower level with 8’ ceilings and full bath adds flexible living space. Outdoor living includes new deck overlooking saltwater pool, large front yard and farmer's porch. A truly remarkable home for everyday living and entertaining!

16 Kingsbury Dr, Holliston

$1,199,000

4 Beds ⋅ 5 Baths ⋅ 73537793 MLS

Come check out the price change. Elegance, sophistication and modernity have a specific address. This beautiful property is ready to move in. Open-concept main level offers abundant natural light. The kitchen features white cabinetry, double edge island, and quartz countertops, opening to spacious living and dining area. The slider door goes to a deck and a private patio for gathering and barbecue. Second level has a large master bedroom with a walk-in closet, beautiful bath with a bathtub and balcony overlooking the calm backyard and where you can enjoy the sunset. Two great sizes bedrooms with Jack and Jill bath. Convenient laundry room with sink and cabinets. House offers two fireplaces. There is one bedroom with a full bath on the first floor to serve as a home office or guest space. A 2-car attached garage with EV charging. Finished basement with a full bathroom offers a great potential for a games room, TV and entertainment. Come to check it out. Open House Saturday August a5th from 10:30am to 12pm.

1172 Washington St, Holliston

$1,299,900

4 Beds ⋅ 4 Baths ⋅ 73532141 MLS

Step into 120 Mohawk Path in Holliston, a charming and versatile home in a peaceful, highly desirable neighborhood offering comfort, privacy, and convenience. This inviting residence features a bright, functional layout with spacious living areas designed for everyday living and entertaining. The kitchen offers ample cabinetry and workspace, opening to comfortable dining and living areas filled with natural light. The fully finished basement is a standout feature, adding exceptional living space with a family room, home gym, bar area, and a dedicated project/work space—perfect for entertaining, hobbies, or relaxing. Bedrooms are well-sized with generous closets, and bathrooms are thoughtfully designed for everyday ease. Outside, enjoy a private setting with space for outdoor enjoyment, gardening, or future enhancements. Conveniently located near top-rated schools, shopping, dining, parks, and commuter routes, this home offers the perfect blend of small-town charm and modern convenience

120 Mohawk Path, Holliston

$2,850,000

4 Baths ⋅ 73521140 MLS

Amazing opportunity to purchase a premier business including real estate! Custom built pet resort designed by veterinary architects featuring boarding for 120 dogs, 2 cat rooms, training, grooming, and possible space for veterinary services in the future. Design built, this property was constructed in 2006 with the greatest attention to detail including premium soundproofing, ventilation, and kennel runs by Mason Company. Plug and play operations for the investor or entrepreneur, providing all necessary spaces to for a thriving pet resort for consumers. In addition, the property offers a studio and a one-bedroom apartment for employee housing.

140 Summer Street, Holliston

$1,250,000

4 Beds ⋅ 5 Baths ⋅ 73519732 MLS

Sited at the end of a lovely cul-de-sac, enveloped by nature and conservation, offering complete privacy, this gracious home is tucked into a private neighborhood of exclusive homes. Sunny, two-story foyer with marble flooring; 10' ceilings on 1st floor; lovely living room with HW floors; dramatic two story family room with a floor to ceiling fireplace, custom built-ins and back staircase; skylit kitchen w/Thermador double oven, gas cooktop, granite counters and sunny eating area; butler's pantry w/custom cabinetry plus a 2nd pantry; spacious home office with French doors and custom cabinetry; stunning dining room w/tray ceiling, crown molding and beautiful windows; mudroom and two powder rooms complete the main level. Second level features a lovely primary suite with a vaulted ceiling, two walk-in closets, spa bathroom w/double vanity, jacuzzi & large shower; three additional bedrooms (one ensuite) are spacious and offer generous closet space. Walkout basement ideal for finishing.

10 Timber Ledge Drive, Holliston

$2,375,000

5 Beds ⋅ 5 Baths ⋅ 73484458 MLS

** MOVE - IN READY ** NEW CONSTRUCTION ** Stunning Modern Farmhouse Colonial @ Prestigious "The Homes at Pond View" Holliston, Massachusetts with 11 ROOMS ~ 5 BEDROOMS ~ 4 1/2 BATHROOMS ~ 3 CARS GARAGES ~ PRIVATE 3.62 BREATHTAKING ACRES w/ NO CONSERVATION LAND ~ NATURAL GAS HEATING & COOKING ~ TOWN WATER ~ Custom White & Glass Cabinetry ~ En Suite 1st Floor Bedroom w/ Full Bathroom ~ 10 Feet Iron Grey Island ~ 5 Inches Oak Hardwoods ~ Coffered & Tray & Cathedral Ceilings ~ Walk - Up Attic ~ Dual Staircases ~ Quartz Countertops ~ Custom Stamped Concrete Patio & Walkway ~ Mudroom ~ Thermador Appliances ~ 2nd Floor Bonus Room ~ Jack n Jill Bedrooms w/ Full Bathroom ~ Butler's Walk - In Pantry ~ Polished Marble Bathrooms ~ Powder Room ~ Matte Black Metal Wraparound Porch ~ Kohler Plumbing ~ Custom Built - Ins ~ Spray Foam Insulation ~ Pool & Sports Court Capability ~ Family Neighborhood ~ Board & Batten Facade ~ Access to RTE: 16 & 495 ~ Hardie Arctic White Siding ~ His & Her Closets ~ 2nd Floor Laundry Room ~ Excellent Schools ~ CALL OFFICE FOR ALL PRIVATE SHOWINGS

Lot 8 Pond View, Holliston

$4,950,000

73462683 MLS

Free standing industrial building for sale!

47 October Hill Rd, Holliston

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Above $1 Million Holliston Real Estate